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CHEBI:27509 - cinchonine

ChEBI IDCHEBI:27509
ChEBI Namecinchonine
Stars
DefinitionCinchonan in which a hydrogen at position 9 is substituted by hydroxy (S configuration). It occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis.
Secondary ChEBI IDsCHEBI:3704, CHEBI:23241, CHEBI:622763
Last Modified3 August 2014
DownloadsMolfile
FormulaC19H22N2O
Net Charge0
Average Mass294.398
Monoisotopic Mass294.17321
SMILES[H][C@]1([C@@H](O)c2ccnc3ccccc23)C[C@@H]2CC[N@@]1C[C@@H]2C=C
InChIInChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1
InChIKeyKMPWYEUPVWOPIM-QAMTZSDWSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
cinchonine (CHEBI:27509) has parent hydride cinchonan (CHEBI:35933)
cinchonine (CHEBI:27509) has role metabolite (CHEBI:25212)
cinchonine (CHEBI:27509) is a (8ξ)-cinchonan-9-ol (CHEBI:115155)
cinchonine (CHEBI:27509) is a cinchona alkaloid (CHEBI:51323)
IUPAC Name 
(9S)-cinchonan-9-ol
Synonyms  Source
CinchonineKEGG COMPOUND
cinchonineChEMBL
(+)-cinchonineChEBI
(8R,9S)-cinchonineChemIDplus
D-cinchonineChemIDplus
(S)-quinolin-4-yl-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanolChEBI
Manual XrefsDatabases
C06528KEGG COMPOUND
D07153KEGG DRUG
Registry NumbersSources
Beilstein:89689Beilstein
CAS:118-10-5KEGG COMPOUND
CAS:118-10-5ChemIDplus
CAS:118-10-5NIST Chemistry WebBook